Trump wants troops in Portland. Here’s how Oregon’s legal challenge could play out

It’s anybody’s guess what a federal judge in Portland will do Friday when the city and state seek an emergency court order to stop President Trump’s deployment of troops to Portland — options include outright blocking the troops, allowing them to come with or without restrictions or simply waiting until they actually arrive.

Some legal experts say the Oregon attorneys may face an uphill battle if no troops are on the ground yet and if the government makes clear that they’ll serve in a limited role of protecting federal property and officers when they arrive.

“There is a substantial possibility that the judge would say, ‘You have interesting arguments and I see the merits in the arguments, but since the state and city won’t know what the federalized troops are doing until they arrive in Portland, the issue is not ripe for court intervention,’” said professor Tung Yin of Portland’s Lewis & Clark Law School.

Others believe that the presence of federalized Oregon National Guard troops makes no difference: All that matters is that state and city lawyers challenging the federal government can show that the deployment will “irreparably harm” Portland and that they are likely to eventually prevail in the case.

“There is no requirement that plaintiffs wait until the irreparable harm has happened,’ said Elizabeth Goitein, a senior director of the Liberty and National Security Program at the Brennan Center of Justice, a nonpartisan institute at New York University Law School. “As long as the President has authorized deployment and it’s in the process, the court can consider a temporary restraining order.”

U.S. District Judge Michael H. Simon could rule on whether to issue a temporary restraining order from the bench, later in the day, within 24 to 48 hours or whenever he is ready to after the 10 a.m. hearing.

The order is designed to be a pause in action for up to two weeks, to be followed by a more substantial hearing that could include witnesses and other evidence presented before the judge decides whether to grant a longer-lasting preliminary injunction that would extend the pause while the case heads to trial.

The crux of Friday’s debate will be whether Trump met the established criteria for taking federal control of 200 Oregon National Guard members.

Portland ICE building
The scene around the U.S. Immigration and Customs Enforcement building in South Portland was quiet Thursday morning, Oct. 2, 2025. Vehicles came and went without incident and members of media crews (eight) outnumbered protesters (two).Fedor Zarkhin/staff

Trump and Defense Secretary Pete Hegseth on Sunday morning informed the state that the federal government was ordering the Guard into federal service in Portland for 60 days.

The state joined with the city of Portland and filed a lawsuit challenging the deployment and then filed a motion for the temporary restraining order to block the troops’ arrival.

None have shown up yet at the U.S. Immigration and Customs Enforcement office in South Portland.

Trump has claimed in increasingly overheated language that the ICE building is under siege and promised in a White House press release Tuesday to “Crush Violent Radical Left Terrorism” in Portland.

A band of a few dozen protesters has held nightly demonstrations outside the building, yelling at federal officers, spray-painting derogatory messages on boarded-up windows, trying to block the driveway when federal vehicles leave or enter and sometimes getting into fights with officers who emerge with shields to clear the driveway and occasionally spray demonstrators with chemicals, fire pepper ball munitions or push or strike them.

The ICE building sits in a residential-business district and has long been a target of protesters who disagree with immigration policy. In June, demonstrators gathered by the hundreds after a “No Kings’ march earlier in the day. Several people used a stop sign then as a makeshift battering ram to shatter the building’s glass front door and Portland police declared a riot.

Since then, most of the demonstrations have been small, steady and loud but relatively uneventful. Federal officers and Portland police have made about 30 arrests each over the summer.

Trump cited Title 10, Section 12406 of federal code to call up the National Guard members. That law authorizes the president to federalize the National Guard only in cases of invasion, rebellion or when the president “is unable with the regular forces to execute the laws of the United States.”

It’s the third justification that likely will be central in this case, lawyers said.

Attached to Hegseth’s memo informing Gov. Tina Kotek of the federal deployment was the same June 7 memo the president signed and used to mobilize the National Guard in California.

The memo – titled “Department of Defense Security for the Protection of Department of Homeland Security Functions” – contends that “numerous incidents of violence and disorder” in response to immigration enforcement, along with “significant damage” to immigration facilities and “credible threats” constituted a “form of rebellion against the authority” of the U.S. government.

In California, government lawyers argued that protesters had interfered with the ability of federal employees to do their work, citing evidence that they threw objects at ICE vehicles, “pinned down” several Federal Protective Service officers by throwing “concrete chunks, bottles of liquid and other objects” and used “large rolling commercial dumpsters as a battering ram” to try to to breach the parking garage of a federal building.

At the ICE building in Portland, federal government lawyers are expected to highlight that protesters have blocked the driveway, used bolt cutters to dismantle an electric card reader at the gate, interfered with fiber-optic cables to block internet access in the office, struck an officer in the head with a rock, kicked and punched officers in the driveway, thrown knives and incendiary devices at officers and broke the front door.

But lawyers for the state and city have argued in court papers that local and state police have the protests under control and that the numbers of people demonstrating outside the ICE building have dwindled significantly in the last two months.

Since mid-July, the Portland Police Bureau’s Central Precinct command staff have monitored the nightly protests without regularly sending officers to intervene, but the bureau has access to a Rapid Response Team of officers to help if needed, as well as state police mobile field forces for backup, police said in court filings.

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